Chloromethyl Methyl Ether → 1-Bromo-3,5-di-tert-butyl-2-(methoxymethoxy)benzene

HRID 22996노트

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HRID 22996 반응식
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[C:7]([Br:15])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[H-].[Na+].[CH3:19][O:20][CH2:21]Cl.Cl.C(OCC)C>CN(C=O)C>[Br:15][C:7]1[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:6]=1[O:16][CH2:19][O:20][CH3:21]

참가 물질

6

반응물 4

HCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 5198222-Bromo-4,6-di-tert-butylphenolHCID 10953452Ether hydrochloride

생성물 1

HCID 225926381-Bromo-3,5-di-tert-butyl-2-(methoxymethoxy)benzene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
7.5 °C

실험 절차

40.00 g (140.2 mmol) of 2,4-di-tert-butyl-6-bromophenol and 400 ml of DMF are introduced into a one liter three-necked flask. The solution obtained is cooled to 5-10° C., 4.70 g of sodium hydride are added and the mixture is stirred at 10° C. for 30 minutes. 11.7 ml (154.0 mmol) of chloromethyl methyl ether are then added dropwise and the reaction mixture is stirred for one hour at room temperature. The reaction mixture is poured into a 1N HCl/ethyl ether mixture and extracted with ethyl ether and the organic phase is separated by settling, dried over magnesium sulphate and evaporated. 46.00 g (130%) of the expected compound are collected in the form of an orange oil.

후처리

  1. customThe solution obtained
  2. stirringthe reaction mixture is stirred for one hour at room temperature
  3. extractionextracted with ethyl ether
  4. customthe organic phase is separated
  5. dry with materialdried over magnesium sulphate
  6. customevaporated
  7. custom46.00 g (130%) of the expected compound are collected in the form of an orange oil

출처 및 근거

ORD 기록
ord-fb17e6201ae24177862d7baad47c5a19
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849658B2

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